Chicago Loop Insights

Your insider's guide to the best things to do, see, and experience in Chicago.

Chicago Loop Happy Hour Guide

April 1, 2026

3 MIN READ — After work, go out for drinks! Happy hour is happening all throughout the Loop, so you can wind down after a long day. Choose from all these unique venues, each with their own style and atmosphere. 

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Why Chicago’s Lunch Crowd Is Going Plant-Based

January 26, 2026

2 MIN READ — More Chicagoans are choosing plant-based meals, likely because plant-forward food checks a lot of boxes people care about when it comes to dining choices: convenience, taste, sustainability, and health. The fastest-growing group in plant-based eating isn’t strict vegans, it’s flexitarians: people who still eat meat but intentionally choose plant-based meals a few times a week. That shift is reflected in grocery stores, fast-casual menus, office catering, and downtown lunch habits.

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Chicago Loop Happy Hour Guide

November 25, 2025

3 MIN READ — After work, go out for drinks! Happy hour is happening all throughout the Loop, so you can wind down after a long day. Choose from all these unique venues, each with their own style and atmosphere.

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Celebrating Cinco de Mayo in the Loop

April 28, 2025

Want to know where to go for Cinco de Mayo? The Chicago Loop has fantastic specials for the celebration of the May 5 holiday honoring the Mexican army’s victory over France at the battle of Puebla in 1862. Sneak in a siesta before you fiesta, and enjoy some of the hottest deals in town.

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Celebrate Thanksgiving in the Loop

November 16, 2023

3 MIN READ – It’s the perfect time of year for practicing gratitude, gathering with friends and family, and eating a ton of delicious food. If you’re looking for ways to celebrate Thanksgiving, check out this roundup and spend a day in the Loop—or support downtown businesses from home.

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